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Pyridiniumtribromide → HCID 67606434, Verbindung

HRID 1626970
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1626970
[CH:1]1([CH2:4][N:5]2[C:9]3[CH:10]=[CH:11][C:12]([O:14][CH3:15])=[CH:13][C:8]=3[N:7]=[N:6]2)[CH2:3][CH2:2]1.[Br-:16].[Br-].[Br-].[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1>C(O)(=O)C>[Br:16][C:13]1[C:8]2[N:7]=[N:6][N:5]([CH2:4][CH:1]3[CH2:2][CH2:3]3)[C:9]=2[CH:10]=[CH:11][C:12]=1[O:14][CH3:15]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 21124087PyridiniumtribromideHCID 686570341-(cyclopropylmethyl)-5-methoxy-1H-benzotriazole

Produkt 1

HCID 67606434HCID 67606434, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

1-(Cyclopropylmethyl)-5-methoxy-1H-benzotriazole (22.0 g, 108 mmol) was dissolved in acetic acid (250 ml) and treated with pyridinium tribromide (41.5 g, 130 mmol). After stirring for 14 hours, the mixture was concentrated to the minimum amount of solvent with stirring volume. The residue was dissolved in ethyl acetate and washed with 1 N aqueous NaOH and diluted in an equal volume of water. The organic layer was removed, dried with sodium sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography (10 to 50% ethyl acetate in heptane), providing the titled compound as an orange solid.

Aufarbeitung

  1. concentrationthe mixture was concentrated to the minimum amount of solvent
  2. stirringwith stirring volume
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washwashed with 1 N aqueous NaOH
  5. additiondiluted in an equal volume of water
  6. customThe organic layer was removed
  7. dry with materialdried with sodium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo
  10. customThe residue was purified by silica gel chromatography (10 to 50% ethyl acetate in heptane)

Quellen und Nachweise

ORD-Eintrag
ord-b6ef1ca3e5644ae38af20ca6f649552e
Quelldatensatz
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08785481B2

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